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Iminoquinones as Electrogenerated Electrophilic Species

  • Ian Marcotte
  • Jean Marc Chapuzet
  • Yves Dory
  • Jean Lessard
Conference paper

Abstract

The electrochemical reduction of 4-, 5-, 6- and 7-nitroindoles, at Hg, in basic (KOH 0.15 M, pH > 13) and acidic (HX 0.15 M, pH = 0.3) aqueous methanol (MeOH-H2O 95:5, v/v) gave substituted aminoindoles (mono and disubstituted) and/or the corresponding aminoindole in a ratio depending on the nitroindole, the pH and the nucleophile present in the medium. A mechanistic hypothesis supported by theoretical calculations is proposed.

Keywords

Theoretical Calculation Acidic Medium Saturated Calomel Electrode Electrochemical Reduction Aqueous Methanol 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Reference

  1. I. Marcotte, A. Lemire and J. Lessard, This issue.Google Scholar

Copyright information

© Springer Japan 1998

Authors and Affiliations

  • Ian Marcotte
    • 1
    • 3
  • Jean Marc Chapuzet
    • 1
    • 3
  • Yves Dory
    • 2
    • 3
  • Jean Lessard
    • 1
    • 3
  1. 1.Centre de Recherche en Électrochimie et ÉlectrocatalyseUniversité de SherbrookeSherbrookeCanada
  2. 2.Laboratoire de Modélisation MoléculaireUniversité de SherbrookeSherbrookeCanada
  3. 3.Département de ChimieUniversité de SherbrookeSherbrookeCanada

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